Dedham Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Dedham

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is 4.996.247 ₫ per night from 19 Jul to 20 Jul
4.996.247 ₫
6.883.229 ₫ total
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (3,572 reviews)
"Nice stay and atmosphere in the lobby"

Reviewed on 21 Jun 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is 5.086.399 ₫ per night from 29 Jun to 30 Jun
5.086.399 ₫
6.707.042 ₫ total
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,118 reviews)
"Pleasant and attentive employees from the front desk to the restaurant, bar and cleaning staff. They were able to retrieve my phone charger (as I had left it in the room) 4 hours after check out. Kindly held our bags prior to departure. Great location and view from our room. I would definitely recommend ..."

Reviewed on 22 Jun 2025

Hilton Boston Back Bay
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is 3.741.750 ₫ per night from 29 Jun to 30 Jun
3.741.750 ₫
4.357.267 ₫ total
29 Jun - 30 Jun
includes taxes & fees
9.2/10 Wonderful! (1,283 reviews)
"Our room has a weird noise associated with A/C. And it only occurred on the 3rd night. Bothered too much so had to switch to a new room"

Reviewed on 22 Jun 2025

citizenM Boston Back Bay
See all 3,518 properties in Dedham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Dedham holiday package cost?
You'll find cheap prices on Expedia for your Dedham break. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Dedham costs.
What are the cheapest months to go to Dedham?
December, January and February are the best times to look for cheap Dedham holiday packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Dedham?
We recommend planning a Dedham holiday for a minimum of 2 days. This gives you enough time to visit top sights such as Wilson Mountain Reservation and Legacy Place, as well as check out neighbourhoods like Jamaica Plain and Jamaica Hills - Pond. You might even be able to squeeze in one or two day trips beyond Dedham.
Is it worth booking a holiday package to Dedham?
It's easy to see why a Dedham holiday is on the to-do list of many travellers. Leading attractions like Kings Bowling are just the beginning of things to see and do here.
How to find the best Dedham package deals?
Bagging a cheap Dedham package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Dedham package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Dedham holiday as a package?
You can enjoy significant savings on your Dedham break by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Dedham?
If you're considering an impromptu Dedham adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Dedham?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite season and the type of activities available will also help you decide when to visit Dedham.
  2. Plan your budget wisely: As well as the cost of your hotel, you'll need to factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that could arise during your trip to Dedham.
  3. Decide how long to go away for: Now that you're more familiar with Dedham, you can work out the ideal length of your holiday. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised Dedham holiday package.

Popular places to visit

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

Fenway Park is one of the more well-known attractions to visit during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 reviews)

Take a campus tour or just explore the area around Harvard University, a top university in Boston. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.

Harvard University
Gillette Stadium

Gillette Stadium

3/5(2 reviews)

Gillette Stadium is one of the more well-known attractions to visit during your trip to Foxboro. Experience the area's acclaimed theatre scene or attend a sporting event.

Gillette Stadium